Tag: Riding Boots

Miss Jen Bailey – Riding Boots Trampling (1080p MP4)

October 22, 2023December 24, 2023 | by Trampling Fan

Miss Jen Bailey is here again. She is also known as Miss Jenny from the previous clip you can find on our store.- Trampling in Rubber Boots by Miss JennyShes got really nice black leather riding boots today and she wants to have some fun trampling the skinny slave, but also standing on his head at absolutely full weight. The trampling is not hard at all, but its genuine and Miss Jenny is really having fun as you can see. Also the trampling is taking place on the slaves front almost the entire clip including his chest, stomach and of course on his head as the Goddess loves standing on the slaves head despite the fact the soles of the riding boots are really hard and you can imagine the pain of the slave after just a few seconds of head trampling. But this is just fun for Miss Jenny, thats the most important thing for her. Its not about the slave. Actually the slave told us after the clip that he still has a headache. You can enjoy a lot of close ups this time, but there are no full body angles.

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Trampling Movies

Miss Jessica Wood – Merciless Hogtied Trampling in Riding Boots (1080p MP4)

September 28, 2023December 24, 2023 | by Trampling Fan

Miss Jessica Wood doesnt show any mercy to her slaves and today it wont be any different. And because she is a really sadistic Mistress she keeps one of her slaves hogtied on the floor as he wasnt behaving well enough. He thinks this will be his punishment, just lying down there, but he was wrong.Dressed in her beautiful riding attire including her black heavy leather riding boots, white jodhpurs, white shirt and black blazer Miss Jessica comes back to check her phone and to punish the slave because she feels like it. She is actually waiting to receive a message, so she can go to meet up with a friend, so by the time shes waiting the slave will suffer a lot. As you can see guys the slave is struggling beneath the riding boots of the Goddess as she is using her full weight standing on him pretty much the entire clip. We mean she was using the actual carpet, but not a lot. Hes been ignored as well, but at some point he was moaning, so Miss Jessica tells him to shut up.Its really hot trampling to be honest and the trampling on his back is about 6 minutes and the rest of it is the trampling on his front. You can also enjoy some one boot head standing many times and some hand trampling as well. Of course at the end Miss Jessica received her message and she leaves the slave there lying down on the carpet absolutely helpless and in pain.All riding boots lovers – you dont want to miss this clip. There are close ups.

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Trampling Clips

Introducing to You The Hunteress (1080p MP4)

September 18, 2023December 24, 2023 | by Trampling Fan

Let me introduce you to The Hunteress today my dear customers. This is our first clip together and we did two more, so keep your eyes peeled.Dressed in her creamy jodhpurs, black leather corset, long black leather gloves and well worn black leather riding boots The Hunteress is doing some stuff on her phone while walking back and forth treading on the slaves skinny hands and fingers, ignoring him most of the time. She also made a phone call while standing on the slaves hands absolutely full weight of course and you can see the slave really suffering in pain as the heels of these boots are extremely hard.Carelessly and sadistic walkover trampling to be honest with absolutely no mercy. The slave told us at the end of the clip that he didnt feel his hands and fingers. He also was thinking that by placing his hands on the carpet will be less painful, but it turned out otherwise. You can see his fingers turning red many times while The Hunteress trampled them.For all riding boots lovers. Nice close ups and full body angles.

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Trampling Videos

Slave trampled under our leather riding boots

August 15, 2023December 24, 2023 | by Trampling Fan

We just love to make this loser suffer under our riding boots – the hard soles are just perfect to trample a slave! We walk all over his body, from his legs, over his chest and even his head, sometimes taking turns, sometimes trampling him together – and to make sure hes an obedient little carpet, we brought our riding crops … just in case this loser needs a little reminder whos in charge! Our boots leave nice prints on the naked skin and soon his whole chest is covered in boot prints. And its pretty obvious that were not just walking all over the loser – we also jump on him, dig in our heels or stand on our tip toes!

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Trampling Clips

Miss Anna Elite – Merciless Hands Trampling (1080p MP4)

July 20, 2023December 24, 2023 | by Trampling Fan

Miss Anna Elite comes back to the dungeon today to have some fun with one of her slaves. Shes kind of in a good mood, but that doesnt mean the slave wont be suffering a lot.Dressed very casually and wearing her black leather heavy riding boots Miss Anna will be trampling the slaves hands and fingers the entire clip. Walking back and forth on them, standing on them, spitting on them The Goddess doesnt show any mercy for that pathetic slave. You can see the boot prints on his hands a few times. There are also a few moments of ignoring trampling, but most of the time Miss Anna just walks back and forth all over the slaves skinny hands. You can tell that the slave is in a lot of pain, but The Goddess doesnt care. You know the sadistic style of Miss Anna. No need to tell you more.Weve added a short moment of slow motion for some of the beautiful walkover trampling.

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Trampling Clips

3 Levels boots trampling

May 16, 2023December 24, 2023 | by Trampling Fan

Today I decided to test my slave endurance capabilities. I have selected 3 pairs of boots, with increasing level of heels and I will trample my slave under each of them until he cant take it anymore. To make sure he stays motivated I am holding a riding crop which I will use on him every time I see him struggling to stay under my feet. The first pair are riding boots. They are quite flat but this doesnt mean I will go easy on the slave. I start jumping on him landing on his chest, making sure to tire him out before I move to some more high heels. I am having fun faking jumps just to see him react in fear and then jump on him when he doesnt see it coming. The second pair of boots have large high heel. The slave is already struggling just being under them. Nevertheless I am still jumping on him with my full weight and using my riding crop on his hurt body. But the worse is yet to come for him…The final pair of boots had diabolical high stiletto heels. I can see the slave fear as I approach him. As soon as I step on him I can see my heel going into his flesh. The slave face becomes so red every time I step on him. I loved shooting this video and I think I will do more of this type

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Trampling Clips

MISTRESS GAIA – TRADE MARKED – HD

February 15, 2023December 24, 2023 | by Trampling Fan

ENGLISH SPEAKINGMy mistress friend and I decided to give ponyboy another good trampling. We have him on the floor and on his stomach. We are both wearing black designer riding boots. However, today they will be used to give ponyboy a good stomping. With both of us using our full weight, it?s not too long before we have our bitch squealing under our pressure as we continue to make him suffer. He is finally branded, as we finish him off totally Trade Marked?

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Trampling Movies

Lady Phoenix and Mistress Alexandra Wildfire – Double Trampling in Boots (1080p MP4)

January 30, 2023December 24, 2023 | by Trampling Fan

Lady Phoenix and Mistress Alexandra Wildfire came home tonight after attending a fetish party and they want to have a little bit more fun with one of them slaves. Dressed in black leather and black leather boots the ladies really enjoy the slave suffering.Lady Phoenix has got her riding boots on this time and Mistress Alexandra wears her everyday leather low heel boots which leaves really nice imprints on the slaves hands and body. So basically the Mistresses trample the slaves hands, his body and have a lot of fun laughing at him at the same time.

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Trampling Videos

MISTRESS GAIA – PONY BOOTS OF PAIN TWO – HD

January 13, 2023December 24, 2023 | by Trampling Fan

ENGLISH SPEAKINGOnce again, I?m joined by my mistress friend, and we are going to give our pony boy a little warm up before we get him ready for a tough riding session. We are both wearing our beautiful designer riding boots, and our ponyboy will be shown no mercy as we enjoy making him suffer. He squeals in pain under our boots, as we give him a good jumping and trampling. We vary our techniques by standing on his head and neck. While at the same time giving his cock and balls attention with some fancy footwork. We are having a blast as we continue to make our pony boy suffer?

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Trampling Videos

Miss Jessica Wood – Merciless Hands Trampling in my Riding Boots (1080p MP4)

January 2, 2023December 24, 2023 | by Trampling Fan

Miss Jessica Wood wasnt quite happy with that particular slave and the amount of trampling he can take, so she decided to trample his hands as she missed doing that in the previous clip.This is actually a continuation from the previous clip – Miss Jessica Wood – Merciless Hogtied Trampling in Riding Boots.The slave is already in pain as you know and he didnt have a break at all. Straight after the cruel trampling, he is lying down obediently on the floor again, but this time with his hands placed on the carpet in front of him. He thought the carpet would help him, but nope. It didnt. Miss Jessica shows her sadistic style again and doesnt show him any mercy whatsoever. These heavy riding boots are so painful for the slave obviously. You can see him squirming in pain a lot. Miss Jessica just enjoys standing on his hands and fingers, walking over them and stomping them nicely. You can see clearly the red hands and fingers of the slave during the clip.By the way you can enjoy a lot of close ups this time and less full body camera angles.

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